Cool and Comfortable Back to School Outfits for Your First Day

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The end of summer is nearing. The days will be getting shorter and maintaining a normal sleep schedule is now of importance. Also, the new school year calls for back to school outfits. 

Everyone is looking to making a good first impression, whether it be at a new school or meeting a new group of classmates.

Your first day of school outfit can make or break your year. Well, not necessarily. But you still want to put your best foot forward. 

Back To School Outfits

​Since school is back in session, that doesn’t mean you need to immediately ditch your favorite summer pieces.

A basic tee or tank top can be worn with sweatpants and sneakers for a sporty look. Layer a tank top with a hoodie or blazer for those cooler mornings. 

Scroll below for inspo for back to school outfits for your first day back. 

Shirt + Pants + Sneakers

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Instagram @symphonyofsilk

A button down shirt is a essential piece in a school wardrobe.

Depending on the school dress code, wear it over crop tops, or under preppy sweaters. Worn loose over pants with sneakers is a great option for school fashion. 

Button Down + Pants + Sneakers

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Instagram @oliviafaeh

There’s nothing crisper than a white button down. It is the foundation of any capsule wardrobe and can be styled as the main piece or a layering piece.

Pair it with loose pants and trendy sneakers for the perfect first-day-of-school outfit. 

Blazer + Jeans + Sneakers

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Instagram @aimeesong

Set the tone for the fall season by tossing a leather jacket over a pair of jeans.

Layer a hoodie under an oversized leather blazer, with a pair of outdoor slippers, as the weather turns brisk. 

Tee + Jeans + Sneakers

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Instagram @viaemmajang


Skinny jeans dominated the denim scene for a while, but now loose, baggy jeans are the choice for school days.

The comfortable jeans give off a relaxed mood-perfect for the start of the school year.

Tank + Jeans + Sandals

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Instagram @sallyhildi


For walks across campus or down the halls, comfortable footwear is a must.

Regardless of your outfit choices, a flat sandal or sneakers are a must.

Winning in both the versatility and comfortability categories, this prized piece of footwear is a must-have for your school shoes, wearing well with everything from denim to sweatpants.

Blazer + Leggings + Sneakers

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Instagram @olivialaura_

A blazer does not have to feel too corporate.

Take it with you into fall by layering it over a tee or a button down to make them more school-appropriate.

Finish off with vintage sunglasses and sneakers for the perfect fit. 

Blazer + Joggers + Sandals

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Instagram @missy_elz

Tracksuit pants feel more put-together than regular sweatpants. 

Doesn’t matter what you’re wearing, a baseball cap is going to add that perfectly chill vibe. 

An A+ choice for day one. 

Blazer + Sweatshirt + Leggings + Sneakers

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Instagram @ootdnewyork10

At this point, blazers, sweatshirts, and dad sneakers are staples in every wardrobe. You can even wear them all at once. 

 Bring the preppy energy to school by draping a sweater over your shoulders.

Sweatshirt + Sweatpants + Sneakers

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Instagram @shelbyvert

There is nothing better than waking up, putting on a pair of sweatpants and being comfortable for a full day of classes.

Keep the look put together with a matching top.

Tee + Sweatpants + Sneakers

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Instagram @naireekiana

Although sneakers are an evergreen footwear choice that can be worn year round, there is something about the return to school that makes us want to purchase a new pair.

They are often the easiest focal point to pulling together a look.

Sweatshirt + Shorts + Sneakers

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Instagram @about.janedoe

 Keep the loungewear energy alive with a sporty shorts set and a baseball cap.

Hoodie + Shorts + Sneakers

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Instagram @nicolerusssell

A massive hoodie and sneakers is the easiest outfit equation for the first day.